Last step of first strategy: deoxygenation of carbonyl… Clemmensen reduction: would likely not work fine OCH3 would be protonated in acid, so Cl- would displace HOCH3 Wolff-Kishner reduction: would likely work fine (basicity -OR > -OH, so would not harm ether substituent)

o Perhaps even a better choice than desulfurization of thioacetal (RSH may displace protonated OCH3…)

See note at bottom